Synthesis and characterization of some nitrogen heterocycles from D- galactose derivatives
The tetrazoles 5-(6'-acetamido-6'-deoxy-1',2':3',4'-di-O-isopropylidene- D-glycero-α-D-galactohexopyranos-6'-yl)tetrazole (1) and 5-(6'-acetamido-6'- deoxy-1',2':3',4'-di-O-isopropylidene-L-glycero-α-D-galactohexopyranos-6'- yl)-t...
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Acceso en línea: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0022152X_v36_n5_p1129_Faraco http://hdl.handle.net/20.500.12110/paper_0022152X_v36_n5_p1129_Faraco |
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paper:paper_0022152X_v36_n5_p1129_Faraco2023-06-08T14:46:46Z Synthesis and characterization of some nitrogen heterocycles from D- galactose derivatives D'Accorso, Norma Beatriz galactose heterocyclic compound article chemical analysis chemical reaction drug structure drug synthesis nuclear magnetic resonance spectroscopy structure analysis The tetrazoles 5-(6'-acetamido-6'-deoxy-1',2':3',4'-di-O-isopropylidene- D-glycero-α-D-galactohexopyranos-6'-yl)tetrazole (1) and 5-(6'-acetamido-6'- deoxy-1',2':3',4'-di-O-isopropylidene-L-glycero-α-D-galactohexopyranos-6'- yl)-tetrazole (2) were synthesized by the 1,3-dipolar cycloaddition reaction of the epimeric α-acetamidonitriles 5 and 6, respectively, with sodium azide. Reaction of tetrazole 1 with acetic anhydride in the presence of pyridine afforded the N-acetyl-1,3,4-oxadiazole derivative 3 and the N- acetylacetamido-1,3,4-oxadiazole derivative 7. The N-acetylacetamido-1,3,4- oxadiazole derivative (8) was isolated when the tetrazole 2 was allowed to react under the same conditions. The physical and spectroscopic data of the five new compounds 1, 2, 3, 7 and 8 are presented. Fil:D'Accorso, N.B. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. 1999 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0022152X_v36_n5_p1129_Faraco http://hdl.handle.net/20.500.12110/paper_0022152X_v36_n5_p1129_Faraco |
institution |
Universidad de Buenos Aires |
institution_str |
I-28 |
repository_str |
R-134 |
collection |
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
topic |
galactose heterocyclic compound article chemical analysis chemical reaction drug structure drug synthesis nuclear magnetic resonance spectroscopy structure analysis |
spellingShingle |
galactose heterocyclic compound article chemical analysis chemical reaction drug structure drug synthesis nuclear magnetic resonance spectroscopy structure analysis D'Accorso, Norma Beatriz Synthesis and characterization of some nitrogen heterocycles from D- galactose derivatives |
topic_facet |
galactose heterocyclic compound article chemical analysis chemical reaction drug structure drug synthesis nuclear magnetic resonance spectroscopy structure analysis |
description |
The tetrazoles 5-(6'-acetamido-6'-deoxy-1',2':3',4'-di-O-isopropylidene- D-glycero-α-D-galactohexopyranos-6'-yl)tetrazole (1) and 5-(6'-acetamido-6'- deoxy-1',2':3',4'-di-O-isopropylidene-L-glycero-α-D-galactohexopyranos-6'- yl)-tetrazole (2) were synthesized by the 1,3-dipolar cycloaddition reaction of the epimeric α-acetamidonitriles 5 and 6, respectively, with sodium azide. Reaction of tetrazole 1 with acetic anhydride in the presence of pyridine afforded the N-acetyl-1,3,4-oxadiazole derivative 3 and the N- acetylacetamido-1,3,4-oxadiazole derivative 7. The N-acetylacetamido-1,3,4- oxadiazole derivative (8) was isolated when the tetrazole 2 was allowed to react under the same conditions. The physical and spectroscopic data of the five new compounds 1, 2, 3, 7 and 8 are presented. |
author |
D'Accorso, Norma Beatriz |
author_facet |
D'Accorso, Norma Beatriz |
author_sort |
D'Accorso, Norma Beatriz |
title |
Synthesis and characterization of some nitrogen heterocycles from D- galactose derivatives |
title_short |
Synthesis and characterization of some nitrogen heterocycles from D- galactose derivatives |
title_full |
Synthesis and characterization of some nitrogen heterocycles from D- galactose derivatives |
title_fullStr |
Synthesis and characterization of some nitrogen heterocycles from D- galactose derivatives |
title_full_unstemmed |
Synthesis and characterization of some nitrogen heterocycles from D- galactose derivatives |
title_sort |
synthesis and characterization of some nitrogen heterocycles from d- galactose derivatives |
publishDate |
1999 |
url |
https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0022152X_v36_n5_p1129_Faraco http://hdl.handle.net/20.500.12110/paper_0022152X_v36_n5_p1129_Faraco |
work_keys_str_mv |
AT daccorsonormabeatriz synthesisandcharacterizationofsomenitrogenheterocyclesfromdgalactosederivatives |
_version_ |
1768542972672999424 |